Ethyl 1-benzylpyrrolidine-3-carboxylate Chemical Properties

Boiling point:

118-120 °C(Press: 0.75 Torr)

Density 

1.099±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

pka

8.43±0.40(Predicted)

color 

Pale yellow

InChI

InChI=1S/C14H19NO2/c1-2-17-14(16)13-8-9-15(11-13)10-12-6-4-3-5-7-12/h3-7,13H,2,8-11H2,1H3

InChIKey

CYPXEPWPTXKUPL-UHFFFAOYSA-N

SMILES

N1(CC2=CC=CC=C2)CCC(C(OCC)=O)C1

CAS DataBase Reference

5747-92-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-25

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

Ethyl 1-benzylpyrrolidine-3-carboxylate Usage And Synthesis

Uses

Ethyl 1-benzylpyrrolidine-3-carboxylate

Synthesis

General procedure for the synthesis of ethyl 1-benzylpyrrolidine-3-carboxylate from ethanol and 1-benzylpyrrolidine-3-carbonitrile: A solution of 1-benzylpyrrolidine-3-carbonitrile (1.5 g, 7.9 mmol) in ethanol (40 mL) was treated with a dioxane solution (20 mL) in 4 M HCl and stirred overnight at room temperature. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and the pH was adjusted to neutral with saturated aqueous NaHCO3 solution, followed by extraction with ethyl acetate (EtOAc). The organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure. Purification by fast column chromatography (eluent: 35-50% EtOAc/hexane) afforded ethyl 1-benzylpyrrolidine-3-carboxylate (1.1 g, 58% yield).

References

[1] Patent: WO2003/103669, 2003, A1. Location in patent: Page 71-72

Ethyl 1-benzylpyrrolidine-3-carboxylate(5747-92-2)Related Product Information

• Methyl acrylate
• N-Methyl-2-pyrrolidone
• N-Vinyl-2-pyrrolidone
• Ethyl propiolate
• ISOXADIFEN-ETHYL
• Povidone iodine
• 1-Methylpyrrolidine
• (S)-Pyrrolidine-3-carboxylic acid
• Trinexapac-ethyl
• Tris(trimethylsilyl)phosphate
• Polyvinylpyrrolidone
• Ethylparaben
• Pyrrolidine
• Ethyl acetate
• Ethanol
• Ethyl acrylate
• RESMETHRIN
• Ethyl cyanoacetate